O-Phenylenediamine → N-(2-aminophenyl)-6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-1-benzothiophene-2-carboxamide

HRID 1172892

반응식

HRID 1172892 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][C:12]([CH2:14][C:15]3[CH:26]=[CH:25][C:18]4[CH:19]=[C:20]([C:22](O)=[O:23])[S:21][C:17]=4[CH:16]=3)=[N:11][N:10]=2)=[CH:5][CH:4]=1.[C:27]1([NH2:34])[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH2:33].[Cl-].C(N=C=NCCC[NH+](C)C)C>CN(C=O)C>[NH2:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[NH:34][C:22]([C:20]1[S:21][C:17]2[CH:16]=[C:15]([CH2:14][C:12]3[O:13][C:9]([C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)=[N:10][N:11]=3)[CH:26]=[CH:25][C:18]=2[CH:19]=1)=[O:23]

참가 물질

5

반응물 3

HCID 7243O-PhenylenediamineHCID 53519323-(Ethyliminomethylideneamino)propyl-dimethylazanium chlorideHCID 576245656-{[5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-1-benzothiophene-2-carboxylic acid

생성물 1

HCID 11961059N-(2-aminophenyl)-6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-1-benzothiophene-2-carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-1-benzothiophene-2-carboxylic acid (20 mg, 0.055 mmol) and 1,2-phenylenediamine (15 mg, 0.14 mmol) in 1 mL DMF was added 3-{[(ethylimino)-methylene]amino}-N,N-dimethylpropan-1-aminium chloride (16 mg, 0.082 mmol). The reaction was stirred at ambient temperature for 12 hours. Purification by reverse phase mplc gave the title compound as a white solid (TFA salt). 1H NMR (CD3OD) δ 8.19 (s, 1H), 8.00 (s, 1H), 7.96 (d, J=8.2 Hz, 1H), 7.93 (m, 2H), 7.48 (dd, J=8.2, 1.5 Hz, 1H), 7.37 (m, 1H), 7.32 (m, 1H), 7.24 (m, 2H), 7.07 (m, 2H), 4.48 (s, 2H), 3.86 (s, 3H). LC/MS (EI): cal'd 457.1 (MH+), exp 457.1 (MH+).

후처리

  1. customPurification by reverse phase mplc

출처 및 근거

ORD 기록
ord-fcee580df05e464cb3a442f499294b41
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834034B2

연결된 노트

불러오는 중…